Head Of Sales (Ecommerce)

TL;DR

Head of Sales (Ecommerce): Leading sales motion across US and Canadian markets with an accent on new customer acquisition and GMV growth. Focus on managing the sales team, owning strategic enterprise accounts, and improving sales discipline and conversion rates.

Location: Remote (US & Canada)

Salary: Base $100K – $120K + $30K – $40K Bonus

Company

End-to-end workflow and e-commerce solution for professional photographers.

What you will do

• Lead, coach, and manage the US & Canada sales team.
• Own and grow a portfolio of strategic enterprise accounts and high-value opportunities.
• Drive new customer acquisition and GMV growth across the US and Canada.
• Manage pipeline discipline, forecast accuracy, and deal progression from lead to close.
• Partner with Marketing and Customer Success to optimize lead generation and onboarding.
• Share market feedback, competitive insights, and product gaps with Product and Leadership.

Requirements

• 7+ years of experience in B2B SaaS sales, revenue leadership, or account management.
• Proven experience managing a sales team while directly owning strategic accounts.
• Strong track record of driving new business revenue and high-value deal execution.
• Strong pipeline management, forecasting, and CRM discipline.
• Ability to coach salespeople on discovery, value selling, negotiation, and closing.
• Must be based in the US or Canada

Nice to have

• Experience in photography, creative services, marketplaces, or other service-driven verticals.
• Experience working with small businesses or owner-operated businesses.
• Experience selling workflow, ecommerce, payments, or operational software.
• Strong CRM experience, ideally HubSpot.

Culture & Benefits

• Remote-first organization prioritizing impact over office hours.
• Option to work abroad for up to 40 days per year.
• Flexible, unlimited PTO policy and flexible sick days.
• Comprehensive medical, dental, and vision insurance.
• Dedicated education budget for professional growth.
• Access to online fitness and wellness classes via FitOn.